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Substituent effect of fluorine atom on benzothiadiazole bridging unit in dye sensitized solar cells
Authors:Nara Cho  Jinjoo Han  Kihyung Song  Moon-Sung Kang  Moo-Jin Jun  Youngjin Kang  Jaejung Ko
Institution:1. Department of Materials Chemistry, Korea University, Sejong City 339-700, Republic of Korea;2. Department of Chemical Education, Korea National University of Education, Cheongwon, Chungbuk 363-791, Republic of Korea;3. Department of Environmental Engineering, Sangmyung University, 31 Sangmyungdae-gil, Dongnam-gu, Cheonan, Chungnam Province 330-720, Republic of Korea;4. Korea Institute of Science and Technology Information, Seoul 130-742, Republic of Korea;5. Division of Science Education, Kangwon National University, Chuncheon 200-701, Republic of Korea
Abstract:Dye sensitized solar cells performances using two organic dyes with fluorinated-benzothiadiazole spacer, 3-{5-7-(5-{4-Bis(9,9-dimethyl-9H-fluoren-2-yl)-amino]-5-fluoro-phenyl}thiophen-2-yl)benzo-1,2,5]thiadiazol-4-yl]thiophen-2-yl}-2-cyano acrylic acid (JK-311) and 3-{5-7-(5-{4-Bis(9,9-dimethyl-9H-fluoren-2-yl)-amino]-5,6-difluorophe-nyl}thiophen-2-yl)benzo-1,2,5]thiadiazol-4-yl]thiophen-2-yl}-2-cyano acrylic acid (JK-312), were systematically investigated by solar simulation equipment, stepped light-induced transient measurements of photocurrent and voltage, and electrochemical impedance spectroscopy. To investigate substituent effect of fluorine atom on benzothiadiazole, molecular orbital calculations of two dyes using a time dependent density functional theory model with B3LYP/3-31G* were also carried out. JK-312 showed a unique electronic transition from HOMO-1 to LUMO. Short circuit current and open-circuit voltage in DSSCs performances were increased by the introduction of fluorine atom into spacer segment, compared to fluorine-free dyes.
Keywords:Dye sensitized solar cells  Organic sensitizer  Fluorine substitution  Benzothiadiazole  Substituent effect
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